IP Library Granted Patent US 11,992,480
Granted Patent B2
US 11,992,480 · App. 17/327,236 · Granted May 28, 2024

Method for reducing side effects from administration of phosphodiesterase-4 inhibitors

Inventors: David W. Osborne (Fort Collins, CO); Howard Welgus (Ballwin, MO)
Assignee: ARCUTIS BIOTHERAPEUTICS, INC.
A61K31/44A61K9/0014A61K9/06A61K9/122A61K47/10A61K47/24A61K45/06
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Quick Facts
Patent No.
US 11,992,480
App. No.
17/327,236
Granted
May 28, 2024
Kind
B2
Abstract

A method for altering the PK profile of a pharmaceutical formulation containing a PDE-4 inhibitor, such as roflumilast, to reduce the spike in Cmax. The spike in Cmax is reduced by topically administering the PDE-4 inhibitor in combination with one or more phosphate ester surfactants. Reducing the spike in Cmax will reduce gastrointestinal side effects and result in better patient compliance.

Claims (43)

1. A method for reducing gastrointestinal side effects of roflumilast relative to an oral roflumilast formulation marketed under the trademark DALIRESP®, comprising topically administering to said patient, a composition comprising (i) roflumilast in an amount of 0.05%-1% w/w and (ii) a phosphate ester surfactant blend comprising cetostearyl alcohol, dicetyl phosphate and ceteth-10 phosphate in an amount of 1.0-25% w/w.

2. The method of claim 1 , wherein the patient is suffering from an inflammatory dermatoses.

3. The method of claim 2 , wherein said roflumilast is in an amount of 0.05% w/w.

4. The method of claim 2 , wherein said roflumilast is present in an amount of 0.15% w/w.

5. The method according to claim 2 , wherein said roflumilast is in an amount of 0.3% w/w.

6. The method of claim 2 , wherein said composition is a foam, wherein said roflumilast is present in an amount 0.3% w/w, wherein said phosphate surfactant blend is present in an amount of 1.0%-10% w/w, wherein said composition further comprises diethylene glycol monoethyl ether and water.

7. The method of claim 6 , wherein said patient is suffering from atopic dermatitis.

8. The method of claim 6 , wherein said patient is suffering from psoriasis.

9. The method of claim 6 , wherein said patient is suffering from seborrheic dermatitis.

10. The method of claim 2 , wherein said composition is a cream, wherein said roflumilast is present in an amount 0.3% w/w, wherein said phosphate surfactant blend is present in an amount of 2.5%-20% w/w, wherein said composition further comprises diethylene glycol monoethyl ether and water, wherein said patient is suffering from psoriasis.

11. The method of claim 10 , wherein said phosphate surfactant blend is present in an amount of 5%-15% w/w.

12. The method of claim 11 , wherein said phosphate surfactant blend is present in an amount of 10% w/w.

13. The method of claim 2 , wherein said composition is a cream, wherein said roflumilast is present in an amount 0.15% w/w, wherein said phosphate surfactant blend is present in an amount of 2.5%-20% w/w, wherein said composition further comprises diethylene glycol monoethyl ether and water, wherein said patient is suffering from atopic dermatitis.

14. The method of claim 13 , wherein said phosphate surfactant blend is present in an amount of 5%-15% w/w.

15. The method of claim 14 , wherein said phosphate surfactant blend is present in an amount of 10% w/w.

16. The method of claim 2 , wherein said composition is a cream, wherein said roflumilast is present in an amount 0.05% w/w, wherein said phosphate surfactant blend is present in an amount of 2.5%-20% w/w, wherein said composition further comprises diethylene glycol monoethyl ether and water, wherein said patient is suffering from atopic dermatitis.

17. The method of claim 16 , wherein said phosphate surfactant blend is present in an amount of 5%-15% w/w.

18. The method of claim 17 , wherein said phosphate surfactant blend is present in an amount of 10% w/w.

19. The method of claim 1 , wherein said composition is a cream or a foam.

20. The method of claim 19 , wherein said composition further comprises hexylene glycol in an amount of 0.1-20% w/w.

21. The method of claim 1 , wherein said composition further comprises at least one additional component selected from the group consisting of a solvent, moisturizer, preservative, pH adjusting solution, and skin penetration enhancer.

22. The method of claim 1 , wherein said phosphate ester surfactant blend is in an amount of 10% w/w.

23. The method of claim 1 , wherein said composition further comprises diethylene glycol monoethyl ether and water.

24. The method of claim 23 , wherein said composition comprises diethylene glycol monoethyl ether in an amount of 25% w/w.

25. The method of claim 1 , wherein said patient is suffering from psoriasis, atopic dermatitis or seborrheic dermatitis.

26. The method of claim 25 , wherein said patient is suffering from atopic dermatitis.

27. The method of claim 25 , wherein said patient is suffering from psoriasis.

28. The method of claim 1 , wherein said composition further comprises diethylene glycol monoethyl ether in an amount of 10-40% w/w.

29. A method for reducing gastrointestinal side effects of roflumilast relative to an oral roflumilast formulation marketed under the trademark DALIRESP®, comprising topically administering to said patient a composition comprising (i) roflumilast in an amount of 0.05%-1% w/w and (ii) a phosphate ester surfactant blend comprising cetostearyl alcohol, dicetyl phosphate and ceteth-10 phosphate in an amount of 1.0-25% w/w, wherein the peak to trough ratio of roflumilast blood plasma concentration is less than 2 after multiple daily administrations, and wherein the patient is suffering from an inflammatory dermatoses.

30. The method of claim 29 , wherein the peak to trough ratio is less than 2 at steady state.

31. The method of claim 29 , wherein the peak to trough ratio is approximately 1 at steady state.

32. The method of claim 29 , wherein said composition is a cream, and said phosphate ester surfactant blend is in an amount of 10% w/w.

33. The method of claim 29 , wherein said composition is a foam, and said phosphate ester surfactant blend is in an amount of 2% w/w.

34. The method of claim 29 , wherein said composition further comprises diethylene glycol monoethyl ether and water.

35. The method of claim 34 , wherein said diethylene glycol monoethyl ether is in an amount of 10-40% w/w.

36. The method of claim 35 , wherein said diethylene glycol monoethyl ether is in an amount of 25% w/w.

37. The method of claim 29 , wherein said patient is suffering from psoriasis, atopic dermatitis or seborrheic dermatitis.

38. A method for reducing gastrointestinal side effects of a topical roflumilast composition, comprising adding a phosphate ester surfactant blend in an amount of 1.0-25% w/w to a composition comprising roflumilast in an amount of 0.05%-1% w/w and a pharmaceutically acceptable solvent, wherein the phosphate ester surfactant blend comprises cetostearyl alcohol, dicetyl phosphate and ceteth-10 phosphate.

39. The method of claim 38 , wherein said composition is a cream, and said phosphate ester surfactant blend is in an amount of 10% w/w.

40. The method of claim 38 , wherein said pharmaceutically acceptable solvent comprises diethylene glycol monoethyl ether.

41. The method of claim 40 , wherein said diethylene glycol monoethyl ether is in an amount of 10-40% w/w.

42. The method of claim 41 , wherein said diethylene glycol monoethyl ether is in an amount of 15-30% w/w.

43. The method of claim 42 , wherein said diethylene glycol monoethyl ether is in an amount of 25% w/w.

Assignments (4)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 23, 2024
From: WELGUS, HOWARD
To: ARCUTIS INC.
Reel/Frame 067193/0452 →
CHANGE OF NAME Recorded Apr 23, 2024
From: ARCUTIS, INC.
To: ARCUTIS BIOTHERAPEUTICS, INC.
Reel/Frame 067194/0520 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 9, 2023
From: OSBORNE, DAVID
To: ARCUTIS BIOTHERAPEUTICS, INC.
Reel/Frame 064539/0360 →
SECURITY INTEREST Recorded Dec 22, 2021
From: ARCUTIS BIOTHERAPEUTICS, INC.
To: SLR INVESTMENT CORP., AS AGENT
Reel/Frame 058463/0187 →
Continuity (3)
Continuation 16563435 · Sep 6, 2019
Provisional Application 62768314 · Nov 16, 2018
Related Publication 20210275509A1 · Sep 9, 2021
Cited By (2)
US 12,310,956 US 12,336,983